Cheap Flight Deals from Chicago to San Juan

We've found these cheap flights for you. You can book one-way or return flight tickets.

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One way

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Best Time to Book Flights from Chicago to San Juan

We monitor flight fares to help you find the best deals effortlessly

Cheapest flights

From price

May

27 4
4 11
11 18
18 25
Jun

25 1
1 8
8 15
15 22
22 29
Jul

29 6
6 13
13 20

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

FAQ

When are flight from Chicago (CHI) to San Juan (SJU) the cheapest?

Airlines adjust prices for flights from Chicago to San Juan based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much are flights from Chicago (CHI) to San Juan (SJU) cost?

According to Trip.com's data, the lowest price is around AU$ 630.
How long is the flights from Chicago (CHI) to San Juan (SJU)?

It takes about 4 hours 46 minutes to fly from Chicago (CHI) to San Juan (SJU).
What are the most popular airlines that fly from Chicago (CHI) to San Juan (SJU)?

Airlines with flights from Chicago (CHI) to San Juan (SJU): United Airlines, Air New Zealand, Air Canada, American Airlines, Spirit Airlines, Southwest Airlines and Alaska Airlines.
How many airports in San Juan (SJU)?

There are 2 airport(s) in San Juan (SJU): Fernando Luis Ribas Dominicci Airport and Luis Muñoz Marín International Airport.

How to find a cheap flight from Chicago to San Juan

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to San Juan. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

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Look Out for Deals

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Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

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Flight Information from Chicago to San Juan

Cheapest one-way flight price	AU$ 141
Cheapest return ticket price	AU$ 278
Off-season for travel	April
Peak season for travel	January
Flight distance	3,313.11km
Average flight time	4 hours 46 minutes
Popular airline	United Airlines